[(2R,3S,4R,5R,6S)-3,4,5-tris(acetyloxy)-6-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]oxan-2-yl]methyl acetate

• ChemBase ID: 85029
• Molecular Formular: C17H21N5O10
• Molecular Mass: 455.37614
• Monoisotopic Mass: 455.1288419
• SMILES: O1[C@H](c2nnc(o2)CN=[N+]=[N-])[C@@H]([C@H](OC(=O)C)[C@H]([C@H]1COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: [N-]=[N+]=NCc1nnc(o1)[C@H]1O[C@H](COC(=O)C)[C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C17H21N5O10/c1-7(23)27-6-11-13(28-8(2)24)14(29-9(3)25)15(30-10(4)26)16(31-11)17-21-20-12(32-17)5-19-22-18/h11,13-16H,5-6H2,1-4H3/t11-,13+,14-,15-,16+/m1/s1
• InChIKey: QAQQJCDTLOIZEK-ZIRHEVKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4R,5R,6S)-3,4,5-tris(acetyloxy)-6-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]oxan-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3S,4R,5R,6S)-3,4,5-tris(acetyloxy)-6-[5-(azidomethyl)-1,3,4-oxadiazol-2-yl]oxan-2-yl]methyl acetate
• Synonyms: 1-[(5-{3,4,5-tri(acetyloxy)-6-[(acetyloxy)methyl]tetrahydro-2H-pyran-2-yl}-1,3,4-oxadiazol-2-yl)methyl]triaza-1,2-dien-2-ium

Database IDs

• MDL Number: MFCD00220666
• PubChem SID: 162072145
• PubChem CID: 71299501

CALCULATED PROPERTIES

• Acid pKa: 4.6540165
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): -1.7846864
• LogD (pH = 7.4): -1.800429
• Log P: -1.6866169
• Molar Refractivity: 98.5454 cm^3
• Polarizability: 38.93002 Å^3
• Polar Surface Area: 182.78 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true